Application of tricyclopentadienyl rare-earth metal complex in catalyzing reaction of aldehyde and allylboronic acid
A metal complex and allyl boronic acid technology, which is applied in the direction of organic compound/hydride/coordination complex catalyst, organic compound preparation, physical/chemical process catalyst, etc., can solve the problem of large amount of reaction catalyst and low reaction temperature and other problems, to achieve the effect of good universality, high reaction efficiency, and simple post-processing
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0023] Embodiment 1: La(Cp) 3 Catalyzed Reaction of Benzaldehyde with Allylboronic Acid
[0024] Add 0.0004 g of catalyst La(Cp) to the reaction flask after dehydration and deoxygenation treatment 3 (0.1% molar dosage), then add 0.081 mL benzaldehyde with a syringe, dissolve the catalyst, mix well, then add 0.180 mL allylboronic acid with a syringe, stir the mixture at room temperature, react for 1 h, and expose to the air to terminate the reaction , add 8 mL of 1 M HCl solution to hydrolyze the product, separate by column chromatography (ethyl acetate: n-hexane = 1:10) and purify to obtain the corresponding allyl alcohol (1-phenyl-3-ene butanol) , NMR yield 99%, separation yield 91%. NMR data of the product: 1 H NMR (CDCl 3 , 400 MHz): δ 7.34-7.20 (m, 5H), 5.85-5.71 (m, 1H), 5.16-5.10 (m, 2H),4.72 (dd, J = 7.6, 5.6 Hz, 1H), 2.54-2.43 (m, 2H), 2.00 (br s, 1H).
Embodiment 2
[0025] Embodiment 2: Nd(Cp) 3 Catalyzed Reaction of Benzaldehyde with Allylboronic Acid
[0026] Add 0.0004 g catalyst Nd(Cp) 3 (0.1% molar dosage), then add 0.081 mL benzaldehyde with a syringe, dissolve the catalyst, mix well, then add 0.180 mL allylboronic acid with a syringe, stir the mixture at room temperature, react for 1 h, and expose to the air to terminate the reaction , add 8 mL of 1 M HCl solution to hydrolyze the product, separate by column chromatography (ethyl acetate: n-hexane = 1:10) and purify to obtain the corresponding allyl alcohol (1-phenyl-3-ene butanol) , NMR yield 99%, separation yield 90%. The NMR data of the product are the same as in Example 1.
Embodiment 3
[0027] Embodiment three: Sm(Cp) 3 Catalyzed Reaction of Benzaldehyde with Allylboronic Acid
[0028] Add 0.0004 g catalyst Sm(Cp) to the reaction flask after dehydration and deoxygenation treatment 3 (0.1% molar dosage), then add 0.081 mL benzaldehyde with a syringe, dissolve the catalyst, mix well, then add 0.180 mL allylboronic acid with a syringe, stir the mixture at room temperature, react for 1 h, and expose to the air to terminate the reaction , add 8 mL of 1 M HCl solution to hydrolyze the product, separate by column chromatography (ethyl acetate: n-hexane = 1:10) and purify to obtain the corresponding allyl alcohol (1-phenyl-3-ene butanol) , NMR yield 98%, separation yield 89%. The NMR data of the product are the same as in Example 1.
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More